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Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content

High boiling point phenolic reactive solvents like p-cresol could play a key role in improving the synthesis of aromatic polyesters with a high content of secondary diols such as isosorbide. Previously, our group showed that this method significantly improves the synthesis of poly(isosorbide succina...

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Autores principales: Bottega Pergher, Bruno, Girigan, Narcisa, Vlasblom, Sietse, Weinland, Daniel H., Wang, Bing, van Putten, Robert-Jan, Gruter, Gert-Jan M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10334470/
https://www.ncbi.nlm.nih.gov/pubmed/37441225
http://dx.doi.org/10.1039/d2py01578a
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author Bottega Pergher, Bruno
Girigan, Narcisa
Vlasblom, Sietse
Weinland, Daniel H.
Wang, Bing
van Putten, Robert-Jan
Gruter, Gert-Jan M.
author_facet Bottega Pergher, Bruno
Girigan, Narcisa
Vlasblom, Sietse
Weinland, Daniel H.
Wang, Bing
van Putten, Robert-Jan
Gruter, Gert-Jan M.
author_sort Bottega Pergher, Bruno
collection PubMed
description High boiling point phenolic reactive solvents like p-cresol could play a key role in improving the synthesis of aromatic polyesters with a high content of secondary diols such as isosorbide. Previously, our group showed that this method significantly improves the synthesis of poly(isosorbide succinate). In this work, terephthalic acid and 2,5-furandicarboxylic acid were used as building blocks for the synthesis of high T(g) polyesters with high isosorbide content (>30 mol% of diols) and high molecular weight (M(n) > 24 kg mol(−1)). A number of reactive and non-reactive solvents were tested in this work, and the results clearly point to a significant improvement when using reactive solvents, in terms of molecular weight and polycondensation time, especially for the case of p-cresol. The synthesis method was successfully scaled to 1 kg, showing promise for production at industrial scale. A method to remove these solvents (including end groups) from the polymers, which uses small excesses of isosorbide (1.5–3.0%) in the feed, is also presented.
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spelling pubmed-103344702023-07-12 Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content Bottega Pergher, Bruno Girigan, Narcisa Vlasblom, Sietse Weinland, Daniel H. Wang, Bing van Putten, Robert-Jan Gruter, Gert-Jan M. Polym Chem Chemistry High boiling point phenolic reactive solvents like p-cresol could play a key role in improving the synthesis of aromatic polyesters with a high content of secondary diols such as isosorbide. Previously, our group showed that this method significantly improves the synthesis of poly(isosorbide succinate). In this work, terephthalic acid and 2,5-furandicarboxylic acid were used as building blocks for the synthesis of high T(g) polyesters with high isosorbide content (>30 mol% of diols) and high molecular weight (M(n) > 24 kg mol(−1)). A number of reactive and non-reactive solvents were tested in this work, and the results clearly point to a significant improvement when using reactive solvents, in terms of molecular weight and polycondensation time, especially for the case of p-cresol. The synthesis method was successfully scaled to 1 kg, showing promise for production at industrial scale. A method to remove these solvents (including end groups) from the polymers, which uses small excesses of isosorbide (1.5–3.0%) in the feed, is also presented. The Royal Society of Chemistry 2023-06-26 /pmc/articles/PMC10334470/ /pubmed/37441225 http://dx.doi.org/10.1039/d2py01578a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Bottega Pergher, Bruno
Girigan, Narcisa
Vlasblom, Sietse
Weinland, Daniel H.
Wang, Bing
van Putten, Robert-Jan
Gruter, Gert-Jan M.
Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content
title Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content
title_full Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content
title_fullStr Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content
title_full_unstemmed Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content
title_short Reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content
title_sort reactive phenolic solvents applied to the synthesis of renewable aromatic polyesters with high isosorbide content
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10334470/
https://www.ncbi.nlm.nih.gov/pubmed/37441225
http://dx.doi.org/10.1039/d2py01578a
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